Ethanol → 5-Amino-1-(2-chloro-6-ethoxy-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole

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Reaction Conditions

Reaction Steps

To a mixture of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole (4.5 g, 10.7 mmol) and ethanol (0.73 g, 16.0 mmol) in N,N-dimethylformamide (25 ml), was added sodium tert-butoxide (1.54 g, 16.0 mmol) and copper(I)bromide (0.08 g, 0.5 mmol). The mixture was heated at 90° C. for 7 hours under nitrogen. After extractive workup (heptane-ethyl acetate, water) and column chromatography the title product was obtained (2.17 g), mp 166° C., 1H-NMR: 1.34 (3H), 4.14 (2H), 4.35 (2H), 7.20 and 7.45; 19F-NMR: −45.2, −63.9.

Provenance & Evidence